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Submit ReviewLY 333531 hydrochloride
Description: Protein kinase C inhibitor; selective for β isozymes
Alternative Names: Ruboxistaurin
Chemical Name: (9S)-9-[(Dimethylamino)methyl]-6,7,10,11-tetrahydro-9H,18H-5,21:12,17-dimethenodibenzo[e,k]pyrrolo[3,4-h][1,4,13]oxadiazacyclohexadecine-18,20(19H)-dione hydrochloride
Biological Activity
Isozyme-selective inhibitor of protein kinase C (PKC); competitively and reversibly inhibits PKCβI and PKCβII (IC50 values are 4.7 and 5.9 nM respectively). Selective for PKCβ over other PKC isozymes (IC50 values are 0.052, 0.25, 0.30, 0.36, 0.60 and >100 μM for PKCη, -δ, -γ, -α, -ε and -ζ respectively). Exhibits selectivity for PKC over other ATP-dependent kinases, including protein kinase A, casein kinase and src).
Technical Data
| M. Wt | 505.01 |
| Formula | C28H28N4O3.HCl |
| Storage | Store at -20°C |
| CAS Number | 169939-93-9 |
| PubChem ID | 9870785 |
| InChI Key | NYQIEYDJYFVLPO-FERBBOLQSA-N |
| Smiles | O=C(C(C4=CN(CCO[C@H](CN(C)C)CC6)C5=C4C=CC=C5)=C1C2=CN6C3=CC=CC=C23)NC1=O.Cl |
The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.
Tocris products are intended for laboratory research use only, unless stated otherwise.
Solubility Data
| Solvent | Max Conc. mg/mL | Max Conc. mM | |
|---|---|---|---|
| Solubility | |||
| DMSO | 10.1 | 20 |
Preparing Stock Solutions
The following data is based on the product molecular weight 505.01. Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass | 1 mg | 5 mg | 10 mg |
|---|---|---|---|
| 0.2 mM | 9.9 mL | 49.5 mL | 99.01 mL |
| 1 mM | 1.98 mL | 9.9 mL | 19.8 mL |
| 2 mM | 0.99 mL | 4.95 mL | 9.9 mL |
| 10 mM | 0.2 mL | 0.99 mL | 1.98 mL |
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Product Datasheets
References
References are publications that support the biological activity of the product.
Jirousek et al (1996) (S)-13-[(dimethylamino)methyl]-10,11,14,15-tetrahydro-4,9:16,21-dimetheno-1H,13H-dibenzo[e,k]]pyrrolo[3,4-h][1,4,13]oxadiazacyclohexadecene-1,3(2H)-dione (LY333531) and related analogues: isozyme selec J.Med.Chem. 39 2664 PMID: 8709095
Faul et al (2003) Acyclic N-(azacycloalkyl)bisindolylmaleimides: isozyme selective inhibitors of PKCβ. Bioorg.Med.Chem.Lett. 13 1857 PMID: 12749884
Samokhin et al (1999) Effects of protein kinase C inhibitors on thromboxane production by thrombin-stimulated platelets. Eur.J.Pharmacol. 386 297 PMID: 10618482
Lewin et al (2019) Synthesis and Characterization of the Selective, Reversible PKC beta Inhibitor (9S)-9-[(Dimethylamino)methyl]-6,7,10,11-tetrahydro-9H,18H-5,21:12,17-dimethenodibenzo[e,k]pyrrolo[3,4-h][1,4,13]oxadiazacyclohexadecine-18,20(19H)-dione, Ruboxistaurin (LY333531) A.C.S.Chem.Neurosci. 10 246 PMID: 30156829
If you know of a relevant reference for LY 333531 hydrochloride, please let us know.
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Keywords: LY 333531 hydrochloride, LY 333531 hydrochloride supplier, LY333531, hydrochloride, Ruboxistaurin, protein, kinase, c, PKC, PKCb, isozymes, selective, PKCBI, PKCbetaI, PKCβI, PKCBII, PKCbetaII, PKCβII, PKCB1, PKCbeta1, PKCβ1, PKCB2, PKCbeta2, PKCβ2, inhbitors, inhibits, Protein, Kinase, C, 4738, Tocris Bioscience
3 Citations for LY 333531 hydrochloride
Citations are publications that use Tocris products. Selected citations for LY 333531 hydrochloride include:
Muellner et al (2015) Targeting a cell state common to triple-negative breast cancers. ASN Neuro 11 789 PMID: 25699542
Ezell et al (2016) Differential regulation of mTOR signaling determines sensitivity to AKT inhibition in diffuse large B cell lymphoma. Oncotarget 7 9163 PMID: 26824321
Cosgrove (2016) N-cadherin adhesive interactions modulate matrix mechanosensing and fate commitment of mesenchymal stem cells. Nature Materials 15 1297 PMID: 27525568
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